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Top rated Pittsfield house sitters

“She did a great job with my two boys. She communicate daily and even took the time to do somethings I told her on how to extra spoil them. I can honestly after a few years of trying I've finally found someone I trust dog/housesit.”


“Erin was amazing! She answered promptly and took me on very last minute. My two dogs loved her and she made me feel very comfortable: as someone who has never used a sitter before! Will be booking again !!”


“Liseli is one of the nicest people I have met. My dog Jessey absolutely loved her from the moment she stepped in the door. She’s a fabulous communicator and incredibly neat. Perfect dogsitting experience! Thanks, Liseli!”


“Glendon is so GREAT !!!! He has helped us so many times and we would never think of not having him watch our dogs, who absolutely ADORE him! We trust Glendon with our home and beloved dogs and wholeheartedly recommend him to EVERYONE !! Thank you GLENDON !”


“We couldn't be happier with the care Mara provided for our dogs, Miles and Rex, while we were away for a week. From the moment we met her, we knew they were in good hands. She kept us updated with photos and it was clear that she genuinely cared about their well-being. Both dogs were happy and relaxed when we got home—and the house was spotless! Mara went above and beyond, and we wouldn't hesitate to book her again. Highly recommended!”


“This was our first time having Chloe house sit for us. We have a senior dog, and a bunny. We’ve used other sitters before, and Chloe is the best we’ve had. After 5 days away we return to happy animals, and the house was clean, and tidy. She even went above and beyond watering all our plants, and our garden. Great communicator. Plenty of pictures of our happy pets. Highly recommend Chloe as a sitter.”


“Melissa took excellent care of our pups while we were away for the weekend! She kept in touch and sent pics and videos of them frequently. Our house was immaculate when we got home and the dogs were well loved and cared for. Melissa is great with animals and made us feel good about leaving the dogs with her. She is friendly, communicative, and upbeat- a great sitter!”


About: I’ve had dogs in my house for as long as I have been alive and have a great love for dogs and cats alike. I have years of experience pet sitting for both dogs and cats. I currently work a full time job but have Sunday through Tuesday off every week and have plenty of time to drop in and feed or play with your pet as well as take your pet for a walk. I am un able to take dogs into my home as my current residence does not allow dogs, but I am more than happy to drop in to your home and take care of your pet.

“Sydney petsit in our home this past week, taking care of our cat and dog. She was incredibly responsive and sent sweet pictures of our pets throughout our trip. Our neighbors often pitch in to help with each other's pets, and Sydney coordinated with these neighbors to provide seamless care. Definitely will be working with Sydney again!”


About: Hi! I’m Olivia, I’m a 25 year old stay-at-home military wife! 🇺🇸 I can care for cats, dogs, birds, farm animals, reptiles & rodents! I absolutely love animals, and would love to care for yours! I am a fur mom to 4 cats, 1 guinea pig & multiple fish! I’ve also had dogs and hamsters in the past. Along with working on a family friends farm. Any animal, any shape or size is welcome! You will find my availability is completely open! Making pet care my top priority at all times when you book with me through Rover! :) I currently offer boarding on a smaller scale in my home, as I do have 4 cats who aren’t comfortable with larger dogs! I am happy to board small dogs, rodents, reptiles etc.! :)

About: Highlight: I am experienced with aggressive and reactive animals! Note: I am very flexible with pricing. If my rates seem too high, feel free to reach out anyway and I'll be happy to see see what we can work out. 😊 I have had animals in my home and life as long as I can remember. I have cared for countless dogs, cats, and small animals. At one point in my life I had seven dogs and a number of other pets. Animal care and rescue is my greatest passion. I am skilled at handling dogs and other animals of all ages, sizes, and temperments. I have worked with aggressive and reactive dogs and have experience deescalating conflicts when they arise. I am more than happy to care for any kind of animals- not just dogs and cats. My own current pets are two dogs and four cats. I also have experience caring for small animals, various poultry and livestock, and horses. When I was 15 years old I started occasionally farm/house sitting for a family with dogs, horses, and a cat, and caring for all of the animals there during my stay. With them I have worked daytime hours as well as overnight stays for a few days at a time so they could take trips out of state. In my adult life I have branched out, first with Rover a few years ago, and then with expanding farther into launching my private pet care business at the beginning of 2024 while still maintaining my presence on Rover. My client base is steadily growing and I am excited to see where this venture takes me! I am reliable and committed to providing excellent service for my clients. If you want a pet caretaker you can count on who will treat your animals as well as their own, I'm your gal! I work part time as a BHP and I try to be as flexible as possible. My schedule changes depending on the time of year. Currently I work with my human client from 7:15 am - 8:15am and 2:30pm - 5:30pm on weekdays and am off on weekends. I take care of animal clients all days of the week. Please message me and I'll do my best to work something out. I take utmost care to keep animals in my care safe and properly contained. I make sure to follow whatever rules and structures are in place for the animals to ensure their safety. Pets are always leashed inside before heading for a walk and the leash isn't unclipped until we are back inside with a closed door. I am vigilant in looking out for potential risks (e.g. other animals, cars, bad things they could eat, etc) and making sure to give them a wide berth. In my own home I have any small animals carefully segregated into rooms that predator animals don't go into. Anytime I leave the room, I do a check and verify that all predators are outside the door so nobody can get hurt. I monitor the dog around the cats to make sure all interactions are safe. I have utlized crates and baby gates when necessary to keep animals safely contained and/or separated in the past. I am skilled at containing flight risk animals and watching out for their safety.

“Della was amazing! She took excellent care of our dog and chickens while we were away. It’s obvious that she truly cares about animals and was very considerate of our home space in and outdoors. Great communication and beautiful picture updates made us feel comfortable being away from our pets. 10/10 recommend Della!”


About: I have cared for both dogs and cats and I will care for yours like it is my own at all times so I hope you choose to hire me I am retired with plenty of free time for your animals and I would love to care for them like they are mine to care for I have a yard and a lovely home and I will always leash your dog when outside for safety and I like to kennel dogs when they sleep at night

About: I was taking care of dogs since I was maybe 4 or 5 my family has relied on me to feed and watch the dog Every day when I get up I will take my dog for a walk feed them have play time then they them nap and go potty after I offer walking, house sitting and over night sitting I will also offer playtime and I will feed them and take them on another walk
Loving house sitters in your neighborhood
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Carla V.
Star Sitter


“She did a great job with my two boys. She communicate daily and even took the time to do somethings I told her on how to extra spoil them. I can honestly after a few years of trying I've finally found someone I trust dog/housesit.”


Erin D.

“Erin was amazing! She answered promptly and took me on very last minute. My two dogs loved her and she made me feel very comfortable: as someone who has never used a sitter before! Will be booking again !!”


Allison C.
“Allison was fantastic! She was flexible and a great communicator. And she left our house in perfect condition. I would definitely hire her again.”


Liseli M.

“Liseli is one of the nicest people I have met. My dog Jessey absolutely loved her from the moment she stepped in the door. She’s a fabulous communicator and incredibly neat. Perfect dogsitting experience! Thanks, Liseli!”


Celeste A.

“Celeste is the best! You know those people you just instantly trust? Celeste is that person! She was communicative, thoughtful and so caring for my two dogs. I would recommend her to anyone!”


Glendon Y.
Star Sitter


“Glendon is so GREAT !!!! He has helped us so many times and we would never think of not having him watch our dogs, who absolutely ADORE him! We trust Glendon with our home and beloved dogs and wholeheartedly recommend him to EVERYONE !! Thank you GLENDON !”


Mara V.

“We couldn't be happier with the care Mara provided for our dogs, Miles and Rex, while we were away for a week. From the moment we met her, we knew they were in good hands. She kept us updated with photos and it was clear that she genuinely cared about their well-being. Both dogs were happy and relaxed when we got home—and the house was spotless! Mara went above and beyond, and we wouldn't hesitate to book her again. Highly recommended!”


Brandon T.

“Our animals were happy and healthy when we returned. Branson communicated and sent pictures so we felt very secure.”


Chloe P.

“This was our first time having Chloe house sit for us. We have a senior dog, and a bunny. We’ve used other sitters before, and Chloe is the best we’ve had. After 5 days away we return to happy animals, and the house was clean, and tidy. She even went above and beyond watering all our plants, and our garden. Great communicator. Plenty of pictures of our happy pets. Highly recommend Chloe as a sitter.”


William W.

“William went above and beyond and sent many photos! Highly recommend again!”


Abundance D.

“Abundance did an amazing job taking care of our two girls in our home. Will definitely use again!”


Melissa H.

“Melissa took excellent care of our pups while we were away for the weekend! She kept in touch and sent pics and videos of them frequently. Our house was immaculate when we got home and the dogs were well loved and cared for. Melissa is great with animals and made us feel good about leaving the dogs with her. She is friendly, communicative, and upbeat- a great sitter!”


Sebastian H.
“Seb was AMAZING with our Emma. Not only on walks but help administering seizure meds that were required three times a day. What a godsend!!!”


Sydney J.

“Sydney petsit in our home this past week, taking care of our cat and dog. She was incredibly responsive and sent sweet pictures of our pets throughout our trip. Our neighbors often pitch in to help with each other's pets, and Sydney coordinated with these neighbors to provide seamless care. Definitely will be working with Sydney again!”


Olivia S.
About: Hi! I’m Olivia, I’m a 25 year old stay-at-home military wife! 🇺🇸 I can care for cats, dogs, birds, farm animals, reptiles & rodents! I absolutely love animals, and would love to care for yours! I am a fur mom to 4 cats, 1 guinea pig & multiple fish! I’ve also had dogs and hamsters in the past. Along with working on a family friends farm. Any animal, any shape or size is welcome! You will find my availability is completely open! Making pet care my top priority at all times when you book with me through Rover! :) I currently offer boarding on a smaller scale in my home, as I do have 4 cats who aren’t comfortable with larger dogs! I am happy to board small dogs, rodents, reptiles etc.! :)


Emma B.
“Emma has been our farm sitter of choice for years. At 16 years old, she was far more responsible than many older adults. She is capable, knowledgeable and willing to work. She clearly loves all animals and can handle difficult situations with a calm, cool head. I have the very highest regard for her!”


Constance S.

“Della was amazing! She took excellent care of our dog and chickens while we were away. It’s obvious that she truly cares about animals and was very considerate of our home space in and outdoors. Great communication and beautiful picture updates made us feel comfortable being away from our pets. 10/10 recommend Della!”


Alexis V.

“Alexis is a wonderful cat sitter! She is professional and sent photos of our cats during her visit. We will continue to have her come by when we need a cat sitter.”


Julie M.
“I have known Julie for decades, and would trust her with my own beloved pet or even my children. Julie is very responsible and dependable, she also has an abundance of energy needed for keeping up with the most energetic of pets. You can’t go wrong with Julie.”


Lizzy A.
About: I was taking care of dogs since I was maybe 4 or 5 my family has relied on me to feed and watch the dog Every day when I get up I will take my dog for a walk feed them have play time then they them nap and go potty after I offer walking, house sitting and over night sitting I will also offer playtime and I will feed them and take them on another walk
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Pittsfield on Rover as of Aug 2025 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Aug 2025, there are 32 house sitters in Pittsfield. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 96% of Pittsfield house sitters respond in under an hour.
House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Pittsfield.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Pittsfield house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
